Bankrupt Celebs

Donald Trump

Famed entrepreneur Donald Trump was $900 million in debt in 1990, but clawed his way back to the top after financial restructuring and hosting his hit reality show, “The Apprentice.” - Xfinity Entertainment Staff (Photo by Stephen Lovekin/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

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Kim BasingerKim Basinger filed for bankruptcy in 1993. The actress lost an $8.1 million lawsuit to Main Line Pictures for backing out of the eventual bomb, "Boxing Helena." She had to sell her $20 million town investment in Braselton, Ga. - Xfinity Entertainment Staff (Photo by Sean Gallup/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

MC HammerIn 1996, MC Hammer (Stanley Burrell) was $13.7 million in debt due to his newfound lavish lifestyle that included a $30 million mansion. - Xfinity Entertainment Staff (Photo by Evan Agostini/Getty Images) The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Dorothy HamillAmerica’s ice-skating princess Dorothy Hamill made an ill-fated purchase of Ice Capades, having to eventually sell the company in 1995 and filing for bankruptcy in 1996. - Xfinity Entertainment Staff (Photo by Scott Wintrow/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Mike TysonTyson earned a reported $300 million in his boxing career but somehow managed to wind up in 2003 with $27 million debt thanks to a lifestyle that reportedly demanded $400,000 a month to maintain. - Xfinity Entertainment Staff (Photo by Sean Gallup/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Debbie ReynoldsHollywood sweetheart Debbie Reynolds’ 1997 bankruptcy stemmed from her Las Vegas hotel, the Debbie Reynolds Hotel and Casino, which eventually flopped. - Xfinity Entertainment Staff (Photo by Ethan Miller/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Toni BraxtonBraxton was $3.9 million in debt from financial mismanagement when she filed for bankruptcy, and all of her household possessions, including the two Grammys she won, were priced to sell so she could pay off her creditors. - Xfinity Entertainment Staff (Photo by Ethan Miller/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Lorraine BraccoBracco filed for bankruptcy in 1999 after legal fees and taxes from a five-year custody battle with ex-Harvey Keitel piled up. - Xfinity Entertainment Staff (Photo by Stephen Lovekin/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Marvin GayeThe “Let’s Get It On” crooner filed for bankruptcy in 1976 after the royalties from his next album were promised to his ex-wife as an alimony substitute. The album was titled “Here, My Dear.” - Xfinity Entertainment Staff (Photo by John Minihan/Evening Standard/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

LaToya JacksonLaToya may not be as talented as brother Michael, but shares his financial management skills. The lesser Jackson filed for bankruptcy in 1995 after trying her hand at a singing career. - Xfinity Entertainment Staff (Photo by Michael Buckner/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Willie NelsonThe country legend owed the I.R.S. $16.7 million in 1990, forcing the government agency to seize his bank accounts and real estate. Nelson released an album titled “The IRS Tapes: Who’ll Buy My Memories?” to pay them what he owed. - Xfinity Entertainment Staff (Photo by Jeff Gentner/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Donald TrumpFamed entrepreneur Donald Trump was $900 million in debt in 1990, but clawed his way back to the top after financial restructuring and hosting his hit reality show, “The Apprentice.” - Xfinity Entertainment Staff (Photo by Stephen Lovekin/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.

Burt ReynoldsReynolds found himself $10 million in debt following his 1996 divorce. - Xfinity Entertainment Staff (Photo by Frazer Harrison/Getty Images)The opinions expressed are solely those of the author and do not necessarily reflect the views of Comcast.